I have no real way to start this topic, so: I like a gal.
I met her a year ago at a bar, where I play trivia. Eventually me and her father were added to this trivia team with her and three of her friends. She moved to Boston in the spring, he stopped showing up shortly afterwards, I'm still on the team with the other three.
Back early this year I had a big crush on her, but really didn't do much of anything about it because of massive depression, low self-esteem and tons of self-loathing, and this thought that everyone secretly hated me but was just nice to my face. But she's little better in the mental health department - as she has depression, self-image and self-esteem problems, family drama, etc...
But over the last month, things have changed. I went with her and her dad to Washington DC for the Rally to Restore Sanity, good weekend trip. But I worried cause I talked to her dad far more than her, and wasn't sure what she had thought of me going along with the two of them. (She said don't worry about it.) Yesterday I went to Boston, but this time around I had asked in advance if she was doing anything. So, I spent a couple hours at her apartment before going to dinner. Later split ways. But she was bummed out cause of some negative news she got earlier in the day: not getting a job she interviewed for, her night plans crashing on her, and some guy in her hometown not getting a hold of her... once again not as talkative as I would have liked her to be.
So. Obviously I'd prefer to date her if I could, but even being just friends is fine with me. But it's like, what do I do now? How much do I try and communicate with her, how often should I ask to come see her in Boston, what do I do and say to make her realize I'm interested?